4-(4-Aminophenyl)butyric acid

Base Information

• Chemical Name: 4-(4-Aminophenyl)butyric acid
• CAS No.: 15118-60-2
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• European Community (EC) Number: 628-142-4
• NSC Number: 27531
• DSSTox Substance ID: DTXSID50164727
• Nikkaji Number: J81.824K
• Wikidata: Q72440514
• ChEMBL ID: CHEMBL1650245
• Mol file: 15118-60-2.mol

Synonyms:Butyricacid, 4-(p-aminophenyl)- (6CI,8CI);4-(p-Aminophenyl)butyric acid;4-Aminobenzenebutanoic acid;NSC 27531;p-Aminobenzenebutyric acid;

Chemical Property of 4-(4-Aminophenyl)butyric acid

Chemical Property:

• Vapor Pressure: 6.3E-06mmHg at 25°C
• Melting Point: 121-124 °C(lit.)
• Refractive Index: 1.583
• Boiling Point: 363.7 °C at 760 mmHg
• PKA: 4.70±0.10(Predicted)
• Flash Point: 173.7 °C
• PSA: 63.32000
• Density: 1.177 g/cm³
• LogP: 2.25730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Aminophenyl)butanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCCC(=O)O)N
• Uses: 4-(4-Aminophenyl)butyric Acid is a degradation product of Chlorambucil (C325050); an alkylating agent that is used as an chemotherapy drug in the treatment of chronic lymphocytic leukemia. Chlorambucil is also used to treat non-Hodgkin''s lymphoma (NHL) and Hodgkin''s disease.

Technology Process of 4-(4-Aminophenyl)butyric acid

There total 10 articles about 4-(4-Aminophenyl)butyric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-(4-propionylaminobenzoyl)propionic acid → 4-(4-aminophenyl)butyric Acid (15118-60-2)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In diethylene glycol; at 120 ℃; for 1.5h;

Reference yield: 96.0%

4-(4-nitrophenyl)butanoic acid (5600-62-4) → 4-(4-aminophenyl)butyric Acid (15118-60-2)

Guidance literature:

With hydrogen; 10percent Pd/C; In methanol; for 1h; under 2068.65 Torr;

DOI:10.1021/jm0101904

Reference yield: 95.0%

4-(4-acetamidophenyl)-4-oxobutanoic acid (5473-15-4) → 4-(4-aminophenyl)butyric Acid (15118-60-2)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In diethylene glycol; for 1.5h; Reflux;

upstream raw materials:

4-(4-nitrophenyl)butanoic acid

4-(4-amino-phenyl)-butyric acid ethyl ester

4-Phenylbutyric acid

2,2-diethoxy-5-(4-nitro-phenyl)-2,3-dihydro-furan

Downstream raw materials:

4-(p-aminophenyl)butanol

γ-(4-azidophenyl)butyric acid

4-(4-amino-3-iodophenyl)-butyric acid

Refernces

• 1、 Gao, Xiang,Li, Jia,Wang, Mingying,Xu, Shengtao,Liu, Weiwei,Zang, Linghe,Li, Zhanlin,Hua, Huiming,Xu, Jinyi,Li, Dahong. "Novel enmein-type diterpenoid hybrids coupled with nitrogen mustards: Synthesis of promising candidates for anticancer therapeutics". . p. 588 - 598. Retrieved 2018/02/09.
• 2、 -. "A process for synthesizing phenylbutyric acid nitrogen mustard antineoplastic agent". . . Retrieved 2018/02/04.